Self-assembled monolayers of a bis(pyrazol-1-yl)pyridine-substituted thiol on Au(111).
Self-assembled monolayers (SAMs) of a bis(pyrazol-1-yl)pyridine-substituted thiol (bpp-SH) on Au (111)/mica were studied with scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure spectroscopy (NEXAFS). Using substrates precoated with perylene-3,4,9,10-tetracarboxylic acid dianhydride (PTCDA), preparation at elevated temperatures yields highly ordered layers whose structure is described by a rectangular (5 x radical3) unit cell containing one molecule. The bis(pyrazol-1-yl)pyridine (bpp) units exhibit pi-stacking along the 112 direction, and they are tilted significantly. We conclude the three imine nitrogen atoms in the bpp headgroup adopt a trans,trans arrangement.
Shen
Cai
C
EaStCHEM School of Chemistry, University of St. Andrews, St. Andrews KY16 9ST, United Kingdom.
Haryono
Marco
M
Grohmann
Andreas
A
Buck
Manfred
M
Weidner
Tobias
T
Ballav
Nirmalya
N
Zharnikov
Michael
M
D002244:Carbon / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D006050:Gold Radioisotopes / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D016252:Microscopy, Scanning Tunneling / Q000379:methods; D008968:Molecular Conformation; D009584:Nitrogen / Q000737:chemistry; D010569:Perylene / Q000737:chemistry; D017785:Photons; D011720:Pyrazoles / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013438:Sulfhydryl Compounds; D013499:Surface Properties; D013696:Temperature
D002264:Carboxylic Acids; D006050:Gold Radioisotopes; D007097:Imines; D011720:Pyrazoles; D011725:Pyridines; D013438:Sulfhydryl Compounds; C031280:pyrazole; D010569:Perylene; D002244:Carbon; D009584:Nitrogen; C023666:pyridine